Studies of Tertiary Amine Oxides. Part 13. Solvent Effects on the Rate of Thermal Rearrangement of N-(2,4-Dinitrophenyl)piperidine N-Oxide

DOI: 10.1039/P29880001157

Source and publish data:

Journal of the Chemical Society. Perkin transactions II p. 1157 - 1160 (1988)

Update date:2022-07-29

Topics:

Authors:

Khuthier, Abdul-Hussain

Hanna, Salim Y.

Al-Mallah, Khawla Y.

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Article abstract of DOI:10.1039/P29880001157

The rearrangement of N-(2,4-dinitrophenyl)piperidine N-oxide was studied in ten aprotic solvents.Different correlations of the first-order rate coefficients (k_obs.) with several solvent parameters were examined for the ten solvents with a range of 45 units in dielectric constant; the multiparameter equations of Krygowski and Fawcett, Koppel and Palm, and Kamlet and Taft were all examined.The k_obs. values were correlated reasonably well with the Lewis basicity of the solvent, Gutmann's donor number, and Dimroth's E_T(30) parameter when hydrogen-bond-donor solvents were excluded.

Full text of DOI:10.1039/P29880001157

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